Direct flights from Denver to Chicago
All flights from DEN to MDW non-stop. There are direct flights from Denver International (DEN), Colorado, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 48 weekly departures are currently scheduled on this route. Departure times range from 05:00 to 21:10 depending on the schedule period. The flight distance is 898 miles (1445 km). Flight time ranges from 2 hours and 15 minutes to 2 hours and 35 minutes.
Denver
, USA
Flight schedule from Denver to Chicago with Southwest Airlines
This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-07-13
Denver to Chicago scheduled departures
Select a date to see every published non-stop departure between DEN and MDW.
DEN - MDW route facts
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Distance898 miles (1445 km)
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Flight time2 hours and 15 minutes to 2 hours and 35 minutes
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Airline Southwest
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Airline alliancesLow-cost carrier
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CabinsEconomy
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AircraftBoeing 737-800 (winglets) Passenger/BBJ2, Boeing 737MAX 8 Passenger and Boeing 737-700 Passenger (Scimitar Winglets)
Route FAQ
Direct flights from Denver to IL, USA
From Denver to Chicago
ORD Chicago O Hare International
From Denver to Moline
MLI Quad City Intl
From Denver to Peoria
PIA Peoria Regional
